NPASS Natural Product

Natural Product: NPC143896

Natural Product ID:	NPC143896
Common Name:	Abyssinone Iv
IUPAC Name:	(2S)-7-hydroxy-2-[4-hydroxy-3,5-bis(3-methylbut-2-enyl)phenyl]-2,3-dihydrochromen-4-one
Synonyms:	Abyssinone IV
Molecular Formula:	C25H28O4
Standard InCHIKey:	JBQLRZGPTDOWQA-QHCPKHFHSA-N
Standard InCHI:	InChI=1S/C25H28O4/c1-15(2)5-7-17-11-19(12-18(25(17)28)8-6-16(3)4)23-14-22(27)21-10-9-20(26)13-24(21)29-23/h5-6,9-13,23,26,28H,7-8,14H2,1-4H3/t23-/m0/s1
Canonical SMILES:	CC(=CCc1cc(cc(c1O)CC=C(C)C)[C@@H]1CC(=O)c2c(O1)cc(cc2)O)C
First Find Year:
Max Developmental Stage:
Synthetic Gene Cluster:	;

Species Source

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Organism ID	Organism Name	Taxonomy Level	Family	SuperKingdom	Isolation Part	Collection Location	Collection Time	Reference
NPO22444	Ceramium boydenii	Species	Ceramiaceae	Eukaryota				UNPD*
NPO27459	Balanophora tobiracola	Species	Balanophoraceae	Eukaryota				UNPD*
NPO27739	Erythrina mildbraedii	Species	Fabaceae	Eukaryota	root bark	Buea, Southwest Province, Cameroon	1997-JUL	PMID[17125223]
NPO27807	Calotropis procera	Species	Apocynaceae	Eukaryota				UNPD*

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Biological Activity

Activity Type	# Activity
IC50	2
MIC	8

Activity Type	# Activity
Individual Protein	1
Organism	8
Others	1

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Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT16	Organism	Staphylococcus aureus	Staphylococcus aureus	MIC	=	25	ug/ml	8254349
NPT178	Individual Protein	Protein-tyrosine phosphatase 1B	Homo sapiens	IC50	=	16000	nM	17125223
NPT18	Organism	Pseudomonas aeruginosa	Pseudomonas aeruginosa	MIC	>	100	ug/ml	8254349
NPT19	Organism	Escherichia coli	Escherichia coli	MIC	>	100	ug/ml	8254349
NPT2	Others	Unspecified		IC50	=	15000	nM	18302333
NPT312	Organism	Saccharomyces cerevisiae	Saccharomyces cerevisiae	MIC	>	100	ug/ml	8254349
NPT767	Organism	Pichia jadinii	Cyberlindnera jadinii	MIC	>	100	ug/ml	8254349
NPT769	Organism	Mucor mucedo	Mucor mucedo	MIC	>	100	ug/ml	8254349
NPT771	Organism	Penicillium crustosum	Penicillium crustosum	MIC	>	100	ug/ml	8254349
NPT79	Organism	Bacillus subtilis	Bacillus subtilis	MIC	=	12.5	ug/ml	8254349

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Similar Natural Products in NPASS

Similarity level is defined by Tanimoto coefficient (Tc) between two molecules. Tc lies between [0, 1] where '1' indicates the highest similarity. What is Tanimoto coefficient

● The left chart: Distribution of similarity level between NPC143896 and all remaining natural products in the NPASS database.
● The right table: Most similar natural products (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	239
0.1-0.2	1136
0.2-0.3	2142
0.3-0.4	5416
0.4-0.5	7868
0.5-0.6	2592
0.6-0.7	3868
0.7-0.8	4014
0.8-0.85	1658
0.85-0.9	1173
0.9-0.95	554
0.95-1	229

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Similarity Score	Similarity Level	Natural Product ID
0.9562	High Similarity	NPC295261
0.9562	High Similarity	NPC84585
0.9562	High Similarity	NPC188879
0.9562	High Similarity	NPC107586
0.9562	High Similarity	NPC275055

Showing 1 to 5 of 200 entries

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Similar Clinical/Approved Drugs

Similarity level is defined by Tanimoto coefficient (Tc) between two molecules.

● The left chart: Distribution of similarity level between NPC143896 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	253
0.1-0.2	891
0.2-0.3	1372
0.3-0.4	2319
0.4-0.5	2216
0.5-0.6	1267
0.6-0.7	588
0.7-0.8	178
0.8-0.85	49
0.85-0.9	14
0.9-0.95	11
0.95-1	3

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Similarity Score	Similarity Level	Drug ID	Developmental Stage
0.7233	Intermediate Similarity	NPD6143	Clinical (unspecified phase)
0.725	Intermediate Similarity	NPD6273	Approved
0.725	Intermediate Similarity	NPD5049	Phase 3
0.7253	Intermediate Similarity	NPD6781	Approved
0.7253	Intermediate Similarity	NPD6777	Approved

Showing 1 to 5 of 200 entries

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Structure

CID143896 OpenBabel06191715502D 29 31 0 0 1 0 0 0 0 0999 V2000 -2.5981 -4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.0622 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -4.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 0.5000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.8660 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 3.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 -1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 15 1 0 0 0 0 2 15 1 0 0 0 0 3 16 1 0 0 0 0 4 16 1 0 0 0 0 5 7 1 0 0 0 0 5 15 2 0 0 0 0 6 8 1 0 0 0 0 6 16 2 0 0 0 0 7 17 1 0 0 0 0 8 18 1 0 0 0 0 9 10 2 0 0 0 0 9 20 1 0 0 0 0 10 21 1 0 0 0 0 11 17 1 0 0 0 0 11 19 2 0 0 0 0 12 18 2 0 0 0 0 12 19 1 0 0 0 0 13 20 2 0 0 0 0 13 24 1 0 0 0 0 14 22 1 0 0 0 0 14 23 1 0 0 0 0 17 25 2 0 0 0 0 18 25 1 0 0 0 0 20 26 1 0 0 0 0 21 22 1 0 0 0 0 21 24 2 0 0 0 0 22 27 2 0 0 0 0 23 19 1 6 0 0 0 23 29 1 0 0 0 0 24 29 1 0 0 0 0 25 28 1 0 0 0 0 M END $$$$

External Identifiers

PubChem CID	7330513
ChEMBL	CHEMBL470454
ZINC

Physicochemical Properties

Molecular Weight:	392.20
ALogP:	2.4007
MLogP:	3.77
XLogP:	4.8
# Rotatable Bonds:	11
Polar Surface Area:	66.76
# H-Bond Aceptor:	1
# H-Bond Donor:	2
# Rings:	3
# Heavy Atoms:	29

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